This chapter explores conceptual, organizational, and technological development of AI in Singapore’s defense and military innovation paths and patterns. It argues that Singapore’s thinking about defense AI is driven through broader technological innovation and defense management imperatives, not only in meeting the Singapore Armed Forces future operational requirements but perhaps more importantly, sustainment of these technologies and capabilities in synergistic applications within Singapore’s civil-military innovation ecosystem. In the process, the development of AI in defense is conditioned by policy imperatives for responsible innovation and AI governance—responsible, reliable, robust, and safe AI in defense innovation and military use. These are embedded in Singapore’s ‘Ops-Tech’ model of defense innovation, which fosters a deep operational understanding, technology expertise, and collaborative culture between the varying actors in Singapore’s defense ecosystem. Equally important are also organizational aspects such as collaborative defense planning that relies on diverse networks within and outside the defense ecosystem– the military, government agencies, and increasingly private tech companies sharing data and best practices to tackle Singapore’s complex security challenges and risks in novel ways. Finally, the chapter highlights Singapore’s implementation of AI-oriented defense and military innovation, focusing on specific examples of SAF’s digitization, robotization, and sensor revolution in the context of the SAF 2040 transformation.